Skip to content

Kennebunk Pond vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Kennebunk Pond

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Treehouse in Sanford
Treehouse - The Cliff House
Waking up in your treehouse, the first thing you feel is peace. No traffic, no sirens, no planes flying overhead. Only birdsong—the cry of a loon, the piping of a chickadee. Through the windows, you see only leaves, like green glass, filtering the early morning light. Below you, on the ground, a doe and her fawn pick their way down to the pond. They do not hurry, for there is nothing here to frighten them. Downstairs in the kitchen, coffee is brewing. Your tablet is charging on the windowsill. You could check your email or social media, but for some reason you don’t want the world to intrude. Out on the deck, a warm mug cradled in your hands, you and your partner plan your morning. Perhaps you’ll paddle the kayak across Littlefield Pond while the mist still lies thick on its smooth surface. Or take a fishing pole down to your private dock to catch brook trout for breakfast. Or maybe just soak in the hot tub and listen to the forest awaken. In the afternoon, you sit by the woodstove, engrossed in that book you’ve always meant to read. Your companions are playing a board game at the table, but mostly laughing and talking—about everything and nothing. You look up from your book and smile. For a moment you think about your life back home and ask yourself, “Why do we own so much stuff? What would our lives be like if we lived more like this, with fewer—but lovelier—things?” It was questions like this that inspired three families—the Avallones from Colorado, the Parekhs from California, and the Valcourts from nearby Portland—to create Littlefield Retreat. More than a vacation experience, Littlefield retreat is an exploration of what sustainable travel—and living in general—might look like. It offers guests an opportunity to live for a few days with a smaller footprint but without sacrificing beauty or comfort. We call it eco-luxury. You can see the exquisite workmanship and attention to detail from the instant you climb the spiral stairs and open the door to your tiny home amidst the trees. The eco-friendly elements are less visible but just as essential to the Littlefield vision: many recycled and reclaimed materials were used in the construction of your treehouse. It is also super-insulated, with ultra-efficient heating and hot water. At present, the energy that powers this tiny home is wind sourced, with plans for summer 2020 to install a 150-panel solar array on the property, making Littlefield retreat’s five boutique tiny homes entirely carbon neutral. Even the carbon from your commute from Portland or Boston has been offset for you. Come experience a wonderful—and sustainable—kind of getaway at Littlefield retreat.
$342 per night
Home in Lyman
Scenic Lyman Home on Swan Pond w/ Wraparound Deck!
Soak up the summer sun by bringing your boat and enjoying a scenic Maine experience at this 2-bedroom, 1-bathroom vacation rental home in Lyman. The expansive backyard lies against Swan Pond, providing spectacular views, easy fishing access, and a 40-foot dock! Enjoy the wooded surroundings on the wraparound deck as you savor a meal al fresco, with a dessert of s'mores roasted over the fire pit. Or, venture out to Portland and Kennebunkport as you hunt for the best lobster roll in Maine!
$135 per night
Cottage in Lyman
Midlife Cottage on the pond
Nestled on the shore of Kennebunk Pond, this all season cottage is a great getaway for everyone. Enjoy the use of the free kayaks, small boat, and fishing gear. Only minutes to Kennebunkport and Portland. Whether in town to spend a week swimming on the shore, treasuring the view of the fall foliage, enjoying Christmas with a real Maine tree, or waiting for the pond to freeze to catch brook trout or a hog bass- there is something for everyone to enjoy.
$274 per night

Other great vacation rentals in Kennebunk Pond

Private room in Biddeford
Home away from home (B) / parking on the premises
$50 per night
Cabin in Saco
Beautiful woodland cabin
$111 per night
Private room in Saco
WayStation One - Wheelchair Accessible
$45 per night
Home in Lebanon
Beautiful, Peaceful, Maine Getaway House
$103 per night
Cottage in Lyman
RK North : All season Waterfront cottage with dock
$184 per night
Loft in Kennebunk
Private Modern Loft featured in Maine Home+Design
$130 per night
Rental unit in Biddeford
Lovely 1 Bedroom Rental Near Downtown Biddeford
$93 per night
Home in Saco
Private indoor pool with hot tub spa
$265 per night
Rental unit in Arundel
Cape Arundel Cottage 1 mile to downtown KPT
$111 per night
Guest suite in Sanford
Springvale Private Guest Suite with Screen Porch
$100 per night
Rental unit in Sanford
Redesigned, bright and functional apartment
$138 per night
Rental unit in Old Orchard Beach
Cozy 1-BR Apt. Great for traveling professionals.
$71 per night
  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Lyman
  6. Kennebunk Pond